12 Fun Things To Do In Winter Park FL Florida

Winter Park, Florida, may not be the first destination that comes to mind when thinking about winter wonderlands, but this charming city has its own unique way of embracing the colder season. Nestled just a stone’s throw away from Orlando, Winter Park offers a delightful mix of cultural attractions, outdoor adventures, and cozy spots that make it an ideal winter getaway. Whether you’re a local looking for new experiences or a traveler seeking something beyond the usual, here’s a guide to the must-do activities in Winter Park during the winter season.

1. Stroll Through the Winter Park Farmers’ Market:

Kickstart your Winter Park adventure by exploring the Winter Park Farmers’ Market. Every Saturday morning, the old train depot comes alive with vendors offering fresh produce, handmade crafts, and delectable treats. Sip on a cup of hot coffee as you browse through the stalls, taking in the vibrant atmosphere and local flavors. It’s the perfect way to start your day and immerse yourself in the community spirit.

2. Boat Tour on Winter Park’s Scenic Lakes:

While the chill may be in the air, Winter Park’s scenic lakes remain a picturesque setting for a boat tour. Hop aboard a pontoon or a scenic boat cruise to glide through the tranquil waterways. The city’s chain of lakes, including Lake Osceola and Lake Virginia, offer stunning views of Spanish moss-draped cypress trees and charming waterfront estates. Some tours even provide blankets, ensuring you stay cozy while enjoying the breathtaking scenery.

3. Explore the Charles Hosmer Morse Museum of American Art:

Escape the cold and step into the warmth of art and history at the Morse Museum. Renowned for its comprehensive collection of works by Louis Comfort Tiffany, including his famous stained glass pieces, the museum is a cultural gem in Winter Park. Wander through the galleries, marveling at the intricate designs and vibrant colors. The museum’s intimate setting makes it an excellent way to spend a winter day immersed in creativity.

4. Indulge in Culinary Delights on Park Avenue:

Winter Park’s Park Avenue is a hub of culinary excellence, offering a diverse range of dining options. From charming cafes to upscale restaurants, this tree-lined avenue invites you to savor a variety of flavors. Warm up with a cup of gourmet hot chocolate from a local cafĂ©, enjoy a leisurely brunch, or experience fine dining in one of the many establishments along the avenue. The ambiance of Park Avenue adds an extra touch of magic to your winter dining experience.

5. Experience the Winter Park Scenic Boat Tour:

For a unique perspective of the city, embark on the Winter Park Scenic Boat Tour. This narrated tour takes you through the city’s waterways, providing insights into the history, architecture, and natural beauty of the area. Keep an eye out for wildlife, including majestic swans and various bird species. The tour is not only informative but also a relaxing way to spend a winter day in Winter Park.

6. Attend a Seasonal Event at the Rollins College Campus:

Winter Park is home to Rollins College, and its beautiful campus hosts various seasonal events. Check the college’s calendar for concerts, art exhibitions, and lectures that coincide with your visit. Attending an event at Rollins College adds an intellectual and cultural dimension to your Winter Park experience, making it more than just a winter getaway.

7. Meander Through the Harry P. Leu Gardens:

Escape the winter chill and step into a tropical oasis at the Harry P. Leu Gardens. While the temperatures drop outside, the gardens showcase a vibrant array of flowers, plants, and foliage. Take a leisurely stroll through the lush landscapes, pausing to appreciate the beauty of blooming flowers and aromatic gardens. It’s a peaceful retreat that provides a stark contrast to the winter atmosphere.

8. Winter Wonderland at Central Park:

During the winter months, Winter Park’s Central Park transforms into a festive wonderland. The park hosts seasonal events and activities, including holiday light displays, outdoor concerts, and festive markets. Check the local event calendar to see if any winter festivals or holiday gatherings coincide with your visit. Central Park becomes a hub of community celebrations, adding a touch of festive cheer to your winter escapade.

9. Outdoor Art and Sculpture Tour:

Winter Park is known for its commitment to the arts, and one way to experience this is through an outdoor art and sculpture tour. Wander through the city’s streets and parks, where you’ll encounter public art installations and sculptures. Many of these pieces are thought-provoking and add an artistic flair to the urban landscape. This self-guided tour allows you to appreciate art while enjoying the brisk winter air.

10. Cozy up at a Boutique Bookstore:

Winter weather often calls for a cozy nook and a good book. Explore Winter Park’s independent bookstores, such as Writer’s Block Bookstore, where you can browse through shelves filled with literary gems. Grab a cup of tea or coffee, find a comfy spot, and immerse yourself in a captivating read. It’s a perfect way to spend a chilly afternoon in a warm and inviting setting.

11. Winter Park History Museum:

Delve into the rich history of Winter Park by visiting the Winter Park History Museum. Housed in the historic Farmers’ Market building, the museum showcases artifacts, photographs, and exhibits that chronicle the city’s development over the years. Gain insights into the cultural heritage of Winter Park and appreciate how the community has evolved. It’s a fascinating journey through time, providing context to the charming city you see today.

12. Outdoor Recreation at Mead Botanical Garden:

For nature enthusiasts, Mead Botanical Garden offers a refreshing outdoor experience. While winter brings a different charm to the landscape, the garden remains an inviting space for walking, birdwatching, and connecting with nature. Explore the various trails and enjoy the serene beauty of the botanical garden, providing a peaceful respite from the hustle and bustle of everyday life.


Winter Park, Florida, might not be synonymous with snow-covered landscapes, but it offers a unique and delightful winter experience. From scenic boat tours to cultural exploration and culinary delights, this charming city has something for every winter enthusiast. Embrace the magic of Winter Park and create lasting memories in a setting that beautifully combines tradition, art, and nature.

Leave a Reply

Your email address will not be published.

Related Post